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    Best results for

    Sailing in Santa Rosa Beach, FL

    Showing 1-18 of 18 results
    Private 45' Sailing Yacht Charter in Destin

    Private 45' Sailing Yacht Charter in Destin

    Private daytime sailing cruise with optional hands-on instruction

    Private daytime sailing cruise with optional hands-on instruction
    5.0 • 251 reviews
    $456& up
    Sailing Charter in Destin on a Stiletto 30 Catamaran

    Sailing Charter in Destin on a Stiletto 30 Catamaran

    Private catamaran sailing with dolphin watching, snorkeling, and Crab Island

    Private catamaran sailing with dolphin watching, snorkeling, and Crab Island
    5.0 • 223 reviews
    $372
    Private Sunset Cruise from Baytowne Wharf in Sandestin

    Private Sunset Cruise from Baytowne Wharf in Sandestin

    Sail into sunset views on a private captained catamaran

    Sail into sunset views on a private captained catamaran
    4.9 • 245 reviews
    $786
    Private Sunset Sailing Charter on a 45' Yacht in Destin

    Private Sunset Sailing Charter on a 45' Yacht in Destin

    Sail into the Destin sunset on a private, quiet cruise

    Sail into the Destin sunset on a private, quiet cruise
    5.0 • 251 reviews
    $513& up
    Sail & Swim Charter in Destin on a Stiletto 30

    Sail & Swim Charter in Destin on a Stiletto 30

    Sail, snorkel, and explore Crab Island from Destin

    Sail, snorkel, and explore Crab Island from Destin
    5.0 • 223 reviews
    $509
    Sunset Cruise in Miramar Beach

    Sunset Cruise in Miramar Beach

    Sail into a Gulf sunset aboard a private captained catamaran

    Sail into a Gulf sunset aboard a private captained catamaran
    4.9 • 245 reviews
    $787
    Destin Sunset Sailing Charter

    Destin Sunset Sailing Charter

    Sail Destin Harbor aboard a private Stiletto 30 catamaran at sunset

    Sail Destin Harbor aboard a private Stiletto 30 catamaran at sunset
    5.0 • 223 reviews
    $412
    Sunset & Fireworks Sailing Cruise in Destin

    Sunset & Fireworks Sailing Cruise in Destin

    Sail into Destin Harbor for a private sunset and fireworks view

    Sail into Destin Harbor for a private sunset and fireworks view
    5.0 • 251 reviews
    $741& up
    Sail, Swim & Sunset Fireworks Charter in Destin

    Sail, Swim & Sunset Fireworks Charter in Destin

    Private 3.5-hour catamaran sail with snorkeling, sunset, and summer fireworks

    Private 3.5-hour catamaran sail with snorkeling, sunset, and summer fireworks
    5.0 • 223 reviews
    $791
    2-Hour Choctawhatchee Bay Sailing Charter

    2-Hour Choctawhatchee Bay Sailing Charter

    Sail, sightsee, and try your hand at steering a catamaran

    Sail, sightsee, and try your hand at steering a catamaran
    5.0 • 66 reviews
    $371
    Sunset Sailing Charter in Destin

    Sunset Sailing Charter in Destin

    Private 45-foot yacht sailing with a beach stop, waterfront lunch, and Gulf sunset

    Private 45-foot yacht sailing with a beach stop, waterfront lunch, and Gulf sunset
    5.0 • 251 reviews
    $1,824
    Sunset Sailing Charter in Destin

    Sunset Sailing Charter in Destin

    Sail Destin waters aboard a Stiletto 30 catamaran at sunset

    Sail Destin waters aboard a Stiletto 30 catamaran at sunset
    5.0 • 223 reviews
    $525
    Cruise Santa Rosa Island on a Private Sailboat Charter

    Cruise Santa Rosa Island on a Private Sailboat Charter

    Sail Santa Rosa Island on a private charter with a licensed captain

    Sail Santa Rosa Island on a private charter with a licensed captain
    5.0 • 66 reviews
    $482& up
    Destin Sail & Swim Charter on a Stiletto 30

    Destin Sail & Swim Charter on a Stiletto 30

    Sail, snorkel, and explore Crab Island aboard a private catamaran

    Sail, snorkel, and explore Crab Island aboard a private catamaran
    5.0 • 223 reviews
    $678
    Sunrise Sailing Charter in Destin

    Sunrise Sailing Charter in Destin

    Sail Choctawhatchee Bay at dawn for Mid Bay Bridge views

    Sail Choctawhatchee Bay at dawn for Mid Bay Bridge views
    5.0 • 66 reviews
    $345
    6-Hour Sail & Swim Charter in Destin

    6-Hour Sail & Swim Charter in Destin

    Sail, snorkel, and explore Crab Island aboard a private catamaran

    Sail, snorkel, and explore Crab Island aboard a private catamaran
    5.0 • 223 reviews
    $1,017
    Sunset Catamaran Adventure

    Sunset Catamaran Adventure

    Sail at sunset on a catamaran with time to spot marine life and relax on the water

    Sail at sunset on a catamaran with time to spot marine life and relax on the water
    5.0 • 66 reviews
    $493
    Proposal & Anniversary Sailing Cruise in Fort Walton Beach

    Proposal & Anniversary Sailing Cruise in Fort Walton Beach

    Sail with a licensed captain for a proposal or anniversary cruise

    Sail with a licensed captain for a proposal or anniversary cruise
    5.0 • 66 reviews
    $493
    Santa Rosa Beach Things To Do
    Sailing18Boat Tours131Fishing Charters100Boat Rentals70Yacht Charters54
    More
    • Dolphin Watching24
    • Sunrise and Sunset Tours22
    • Helicopter Tours17
    • Private Fishing Charters16
    • Jet Skiing14
    • Bike Rentals13
    • Car Rentals13
  1. Snorkeling11
  2. Kayaking Tours10
  3. Private Boat Charters10
  4. Private Boat Tours7
  5. Shuttles and Rentals7
  6. Dance Classes5
  7. Speed Boating5
  8. Parasailing4